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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 856044Generated: October 30, 2026

Ethyl Acetate → HCID 23081333, compound

https://huagongshe.com/reaction/856044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantBenzene, 1-bromo-4-(trifluoromethyl)-HCID 67872—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantSodium t-butoxideHCID 23676156—
CatalystTri-o-tolylphosphineHCID 80271—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 23081333HCID 2308133387%

Reaction Steps

A mixture of 4-bromobenzotrifluoride (3.0 g, 13.3 mmol), tert-butyl piperazine-1-carboxylate (2.9 g, 15.3 mmol), bis(dibenzylideneacetone)palladium (306 mg, 0.53 mmol), tri-o-tolylphosphine (162 mg, 0.53 mmol), and sodium tert-butoxide (2.2 g, 22.7 mmol) in toluene (60 ml) was refluxed under a nitrogen atmosphere for 4 hours. Ethyl acetate and water were added to the reaction mixture, which was stirred for a while, and the insoluble substances were removed by filtration through Celite, and the filtrate was then extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane/methylene chloride=2/1) to afford tert-butyl 4-(4-trifluoromethylphenyl)-piperazine-1-carboxylate (3.8 g, yield 87%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07262212B2
Source datasetuspto-grants-2007_08
ORD IDord-a993bccab943457f9845bd8d65c64de7
Source noteuspto-grants-2007_08